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A rare opportunity to own a beautifully maintained traditional two-family home on a desirable, tree-lined residential street. Offering exceptional flexibility for multigenerational living, an owner-occupant seeking rental income, or an investment property, this inviting home combines classic character with thoughtful updates. Both spacious apartments feature welcoming entry halls, living rooms with fireplace, sunrooms, elegant dining rooms with double china cabinets, renovated kitchens with granite countertops, tile floors and stainless-steel appliances, two bedrooms, and a full hall bathroom. The second-floor residence offers exciting expansion potential in the walk-up attic. Glowing natural woodwork, hardwood floors and custom cabinetry add warmth and timeless appeal throughout. Outdoor living includes a welcoming front porch, second-floor deck, and patio in a backyard. A spacious basement with extensive storage and laundry, along with a two-car garage and wide driveway, offers exceptional convenience for parking and storage. Ideally located near the Brookline Hills T, Brookline High School, Lincoln School, Brookline Reservoir, parks, cafés, markets, and shops, with easy access to the Longwood Medical Area and Downtown Boston. An active neighborhood association further enhances this vibrant and welcoming community.

Highlights

  • Residential Income
  • Duplex
  • Built in 1929
  • 0.15 Acre Lot
  • 2 Car Garage
  • 53 days on Market

  • Bedrooms
    4
  • Bathrooms
    2
  • Year Built
    1929
  • Stories
    3.0
  • Construction Materials
    Frame
  • Garage Spaces
    2.0
  • Parking Features
    Paved, Off Street
  • Living Area
    2616.0
  • Interior Features
    Storage, Crown Molding
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range, Gas Water Heater
  • Flooring
    Hardwood, Tile
  • Exterior Features
    Balcony
  • Patio And Porch
    Deck, Porch
  • Cooling
    Window Unit(s)
  • Heating
    Natural Gas, Hot Water
  • Basement
    Walk-Out Access, Interior Entry, Concrete

  • Acres
    0.15
  • Water
    Public

  • County
    Norfolk
  • City
    Brookline
  • Zip Code
    02445
  • High School
    Bhs
  • Elementary School
    Lincoln

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Frequently Asked Questions

How do I schedule a tour of 36 Milton Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 36 Milton Rd.

They know residential incomes in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 36 Milton Rd?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 2 bath, listed for $1,950,000. We can talk through recent upgrades, potential seller motivation, how this duplex compares to others in Brookline, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 36 Milton Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 36 Milton Rd at around $11,969. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 36 Milton Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Norfolk County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 36 Milton Rd?

In most cases, yes. Whether 36 Milton Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Brookline's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 36 Milton Rd?

We can handle that for you. Our preferred local agent specializes in residential incomes in Brookline and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,950,000 with 2,616 sqft of space—that comes out to approximately $745 per square foot.

How long has this property been on the market?

36 Milton Rd was listed on September 15, 2026, which means it's been on the market for 53 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1929, making it approximately 97 years old.

What is the lot size of this property?

36 Milton Rd sits on a 0.15-acre lot, which is 6,534 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Lincoln
  • High: Bhs

Want to see how these schools compare? Check out our Norfolk County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 36 Milton Rd?

The most recent public record shows annual property taxes for 36 Milton Rd were approximately $16,750. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 36 Milton Rd still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, MLS Property Information Network (MLS PIN). All rights reserved.

Last Updated: November 07, 2026 at 09:36PM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73577225